Alice in SissyLand - FemDom Mistress BDSM Fetish

Alice in SissyLand - FemDom Mistress BDSM Fetish

My favorite men are the ones in panties!

Join me for a sexy romp in the world of gender play, transformation, femdom, sissy maids, crossdressers, transvestites and gender bending!

I host a REAL LIFE meetup group for crossdressers and those who love them once a month in San Francisco.

Email me or visit for more details.

Petticoat Prancing Pt 4 Ruffles Forced Crossdressing Sissy Maid Punishment FemDom Mistress

Forced Crossdressing Maid Punishment - Part 4
Ruffle Worship Petticoats

I will completely reprogram this straight boy into my perfect prissy sissy princess!

This first-time cross dresser disobeyed my orders and has earned a crash course in forced feminization!

I know that the soft, sensuous clouds of petticoats are irresistible to this self-described “texture fetishist.” It feels like sexy cotton candy and his cock bulges through the sheer layers. I am compelled to add layer after layer of petticoats until his hardening cock is lost in the fluffy, feminine, lace swirls.

The lessons continue with twirling, posing and prancing, but the tiny slutty panties my sub is wearing do nothing to conceal his embarrassing erection.

I have to DOUBLE PANTY my slut to keep his cock constrained and under complete control.

These white ruffled rumba panties add another layer of humiliation and arousal, especially while I force him to count, one after another, all of the pieces of women’s clothing that he is wearing.

I am transforming this newbie sub to serve my twisted crossdressing fantasies. Step by step I am stripping away his masculinity and training him to be my perfect sissy maid!

For more of my bondage adventures, visit for weekly video updates, stories, photos and the chronicles of my kinky life!

Category: Transformation    Duration: 12:05    Format: WMV    File Size: 124 MB    Clip ID: 18409

Price: $5.99 USD

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Brutalized In Ballet Boots Strap-On Sissy FULL MOVIE Chastity FemDom Mistress Threesome

Brutalized in Ballet Boots FULL MOVIE

Have you ever been loaned out to a stranger before?

That's exactly what Mistress Cindee did - she sent her little crossdressing chastity sissy to kinky San Francisco for 3 days of captivity, humiliation and torture.

This is the culmination of that intense, extended, scene. Madam Suzanne and I want to enjoy a grand finale before shipping our slut home to his Mistress.

We set out to violate all of her holes, forcing her to give us a double dildo blowjob and then stretching her ass out to its maximum. There is no safe word. SissyAmy must rely on our dubious mercy. We impale her ass with our cocks as she struggles and groans.

These are bigger cocks then she has ever taken before!

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Category: Sissy    Duration: 27:51    Format: WMV    File Size: 308 MB    Clip ID: 18458

Price: $19.99 USD

GIANT Strap-On Sissy Bondage Pegging Part 2 FemDom Mistress AliceInBondageLand

Footsub GIANT StrapOn Part 2 Dino Dick AliceInBondageLand

Sometimes a slave promises a mile but gives an inch...

I am here to settle a bet with Footsub to see if he really can beat my anal stretching champion and become the new reigning Ass King of my website.

So far, I am impressed by the size of his strap-on toys and butt plugs. I also like his stories of anal exploration, but let's see if his ass can deliver what his mouth has been promising!

I task him with taking all of the brand new "Dino Dick" from Mr S, only then he will get to enjoy my feet as a reward!

Category: Sissy    Duration: 18:30    Format: MP4    File Size: 421 MB    Clip ID: 29178

Price: $11.99 USD

Chastity Strap-On Bondage In Panties Part 1 Footsub GIANT COCK Fucking FemDom

Footsub GIANT StrapOn Part 1 Bondage Chastity AliceInBondageLand

We have so much in common that it was just a matter of time before I put Footsub on camera for some kinky confessions and movie mischief! Both of us love ass play, and have deep appreciation for sexy feet and boots.

The CB series of plastic chastity devices are famous, but he's one of the rare few who have dared to try the PA5000 device because it requires a Prince Albert genital PIERCING in order to secure your sexuality.

Footsub's series of piercings lets me attach rope bondage to some very "personal" rigging points as I tie him down for some DEEP anal probing using the "Dino Dick."

Category: Sissy    Duration: 15:05    Format: MP4    File Size: 385 MB    Clip ID: 28243

Price: $7.99 USD

Puddles Wet Sissy Showers FULL MOVIE FemDom Rubber Latex Crossdressing Maid Threesome

Puddles the Sissy FULL MOVIE AliceInBondageLand

Puddles is an extra-kinky sissy with a "thirst" for exotic degradations.

We share taboo fantasies about watersports paired with inescapable bondage so I know it is going to be a good day to stay hydrated. Time to add latex fetish clothing, a sissy maid uniform and also time to invite a friend over for maximum mischief!

Mistress Minax joins me for a soggy day in the sun, featuring the famous Serious Bondage "deck cell" for our wet fantasies. we can just hose him down once we are done with him!

After all, no one has "perfect" aim! We are very glad that rubber is waterproof!

Category: Sissy    Duration: 26:32    Format: MP4    File Size: 665 MB    Clip ID: 28562

Price: $14.99 USD

Sissy Masturbation Humiliation Part 2 Panties Vintage Lingerie Crossdressing FemDom Mistress

Pete the Pantyboy Part 2

Sissy masturbation humiliation!

Poor Pete didn't know what he was getting into when he agreed to come play dress up with me! He looks so cute in pink chiffon and satin, with layer after layer of ruffled petticoats and frilly panties underneath.

All of these pretty feminine clothes just turn on my naughty little panty wanker more and more and more... his cock bulges so much through the panties that I can't resist revealing it and stroking him off with YET ANOTHER pair of panties!

Now he is wearing three pairs of panties for me. I masturbate in my white satin panties and then force him to wear them on his face. Now he is wearing FOUR PAIRS OF PANTIES. This is more then poor Pete can handle, so I make him gush his sissy juices for me.

I like what a little slut he is for my panties. The world would be a MUCH better place if everyone was as honest with their fetishes as Pete the Panty Boy!

For more crossdressing, bondage and kinky videos, come visit me at and

Category: Sissy    Duration: 21:50    Format: WMV    File Size: 644 MB    Clip ID: 18424

Price: $14.99 USD

Vintage Lingerie & Panties Part 1 Sissy Dressing Up Crossdressing FemDom Mistress

Pete the Pantyboy Part 1

Dressing Up Together in Panties and Vintage Lingerie

I think that Pete's slutty little skirt is just a little too short. His cock is dangling just beneath the layer of pretty lace frills. We can't have that! Panties are just the thing to protect my new sissy's modesty. We can't have that cock dangling down with his garters!

Pete is has secretly been a panties masturbator for years and I love this journey of exploration because you can see his excitement, embarassment and eagerness as I make him prance for me and show off his new frilly panties.

We dress in vintage lingerie together, including full coverage satin panties, garters, fully fashioned stockings and even a sexy nylon slip so that we can slide silkily against each other, together in our panties.

Poor Pete gets so turned on that he starts to make a puddle in his panties - time to double panty him!

For more crossdressing, bondage and kinky videos, come visit me at and

Category: Sissy    Duration: 13:16    Format: WMV    File Size: 429 MB    Clip ID: 18423

Price: $9.99 USD

Pantyboy Dressing Up In Lingerie Together FULL MOVIE FemDom Sissy Crossdresser Mistress

Pete the Pantyboy FULL MOVIE

Vintage lingerie fun with the sluttiest little pantyboy I have ever met!

He's totally a slave to satin panties and vintage lingerie. He can't get enough of the feel of silky feminine clothing against his skin. Even through three pairs of panties, he is making quite a bulge... not to mention a puddle of precum.

I get myself off first, then make him wear my dirty, smelly, wet panties on his FACE.

That's more then poor Pete can handle and he soaks my panties with his sissy squirts.

This is a fantastic scene of two real-life fetishists enjoying each other and playing dress up in an incredible collection of real vintage lingerie! Lots of laugher and lots of lust... just how I like it!

For more crossdressing, bondage and kinky videos, come visit me at and

Category: Sissy    Duration: 34:53    Format: WMV    File Size: 383 MB    Clip ID: 18392

Price: $19.99 USD

Footjob Chastity Sissy Release Orgasm Cumshot Pantyhose FemDom Mistress AliceInBondageLand

Rebel Girl Chastity Footjob

I am a devoted foot fetishist and I deserve a devoted foot slave.

Using chastity to condition my slaves, I enjoy instilling in them a foot fetish to match my own.

Operant conditioning is powerful - using rewards and punishment to shape a slave's behavior makes it possible to induce deliberate fetishes. If I only let my slave have orgasms when my feet are involved, sooner or later he will learn to associate feet with sexual pleasure!

Prolonged chastity brings with it a special kind of Stockholme Syndrome and by spurting her orgasmic sissy juices all over my nylon-clad feet in this footjob video, Rebel Girl has sealed her fate!

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Category: Sissy    Duration: 15:23    Format: WMV    File Size: 623 MB    Clip ID: 18508

Price: $9.99 USD

Face Fucking Mistress With Dildo Part 5 FemDom Facesitting AliceInBondageland Bondage

Rebel Girl Chastity Pt 5 Face Fucking Mistress

Rebel Girl is locked into a dildo gag and there is nothing she can do to stop me from having my way with her, including face fucking her muzzled mouth.

My sissy has been locked into chastity for months and this is the closest thing to sex that I have given her in ages... she fucks me with the face mounted cock with passion and fury. I think she secretly hopes that if she fucks me hard enough with the big black dildo, then her real cock might feel something.

I lock her back into chastity once I have had my noisy orgasm. I cum hard enough that I squirt on her chin, but the gag prevents her from licking me.

Chastity slaves need to learn that it is not all about their pleasure - it is about their keyholder!

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Category: Sissy    Duration: 15:33    Format: WMV    File Size: 631 MB    Clip ID: 18507

Price: $9.99 USD

Mistress Masturbating Part 4 Tease Denial Sissy Humiliation Bondage Human Furniture FemDom

Rebel Girl Chastity Pt 4 Mistress Masturbation

A huge amount of teasing for a tiny little sissy cock!

After making sure Rebel Girl is in erotic torment, I use her as human furniture for my own masturbation.

This is as close as my chastity sissy has gotten to my pussy in months. I am wet, ready and hovering just above her as I give myself a noisy orgasm.

If sissy had a bigger cock, she might stand a chance but nature has built her to be the perfect cuckold in chastity instead. Maybe later she can orally please me to make up for her genital shortcomings.

I use the dildo gag to demonstrate my cocksucking skills and to show her how a REAL man would fuck my tits.

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Category: Sissy    Duration: 16:40    Format: WMV    File Size: 676 MB    Clip ID: 18552

Price: $11.99 USD

CBT Chastity Sissy Part 3 FemDom Mistress AliceInBondageLand Tease Denial Humiliation

Rebel Girl Chastity Pt 3 CBT Chastity

Cock and Ball Torture clothespins are my favorite inexpensive toy. These latest examples came from the dollar store but the pain they cause is priceless!

My sissy's cock is small but extremely hard since she has not been unlocked from chastity in several months! She is eager, erect and ready but I intend to tease and torment her tender pink flesh rather then pleasure her little member.

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Category: Sissy    Duration: 18:33    Format: WMV    File Size: 753 MB    Clip ID: 18553

Price: $11.99 USD

SPH Tease Denial Humiliation Sissy Part 2 FemDom Mistress AliceInBondageLand

Rebel Girl Chastity Pt 2 SPH Tease

Small penis humiliation comes naturally to Rebel Girl - she was born a boy but was just barely. Her little sissy clitty is best kept locked up but once I chain her to the chair I feel safe unlocking her chastity device to investigate if long term chastity really does lead to penis shrinking or not.

She looks adorable in a leather locking muzzle from Mr S.

I detail some of the tricks and security measures that go into keeping her chaste at a long distance. I love teasing her with a vibrator and some humiliating cock and ball torture.

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Category: Sissy    Duration: 19:31    Format: WMV    File Size: 793 MB    Clip ID: 18528

Price: $11.99 USD

Canes Paddles Corporal Punishment Pt 5 Double Chastity Sissy Crossdressers In Bondage

Double Chastity Boys Part 5 Canes Paddling Spanking Corporal Punishment

After properly reddening their asses with a spanking on the couch, Maitresse sends the two chastity boys to go "pick their poison" - to choose their own implement of punishment out of her toy bag.

One of them attempts to flatter her by choosing her favorite paddle, embelished with her name and title, the other chooses a very vicious ratan cane. By the time we are through with their punishment, we'll have investigated much of the rest of the toy bag's content as well...

Maitresse Renee is an incredible woman with a charming combination of sadism and smiles!

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Category: Transformation    Duration: 17:29    Format: WMV    File Size: 710 MB    Clip ID: 18506

Price: $5.99 USD

CBT Sissy Spanking Pt 4 Rubber Latex Chastity Twins FemDom Mistress

Double Chastity Boys Part 4 CBT Spanking

Maitresse Renee lines up her two chastity slaves on the couch so that we can admire their chastity devices and punish their tender asses with a warm up spanking!

I love spankings but it is going to take more painful treatment to get through to these masochistic submissives. Fortunately Maitresse Renee brough a wonderful selection of toys with her from Dallas on this trip, including a massive single-tail whip!

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Category: Transformation    Duration: 13:48    Format: WMV    File Size: 556 MB    Clip ID: 18496

Price: $6.99 USD

Humiliation Double Sissy Punishment Pt 3 FemDom Mistress BDSM Bondage

Double Chastity Boys Part 3 Humiliating Punishment

Once Maitresse Renee removes her alpha sub's sissy maid hood and replaces it with a leather mask with a blindfold, things become a lot more difficult for him. After he makes several mistakes in a row, she punishes him with a humiliating dressing down and then applies ample voltage to his cock and balls. After that, it is corner time to reflect on his mistakes!

It is always best to stay on the GOOD side of this femdom!

After a little while, he is allowed to apologize by kissing our boots and showing us honor.

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Category: Transformation    Duration: 09:16    Format: WMV    File Size: 374 MB    Clip ID: 18452

Price: $4.99 USD